15,577

Caroline County, MD Homes

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    • /63

      Est $561,247

      Not Listed For Sale

      20735 Tammuxzena Dr, Preston, MD 21655

      • 3 Beds
      • 2.5 Baths
      • 2,250 Sq Ft
      • Built 2025
      20735 Tammuxzena Dr, Preston, MD 21655

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Leo Kuneman Meredith Fine Properties

  • /58

    $620,000

    • 4 Beds
    • 2.5 Baths
    • 2,704 Sq Ft

    16881 Heritage Hills Ln, Henderson, MD 21640

    Privacy, space, and endless possibilities — this 5.06-acre retreat offers the lifestyle you've been looking for. Tucked into a partially wooded setting at the end of a quiet drive, 16881 Heritage Hills Ln provides the perfect blend of seclusion, functionality, and room to grow. Best of all, there's no HOA, giving you the freedom to truly enjoy your property.Built in 2005, the home offers

    Kaitlyn Collins Benson & Mangold, LLC

    16881 Heritage Hills Ln, Henderson, MD 21640
  • /20

    $266,990

    Sold Oct 10, 2025

    120 Parkland Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $252/SF
    • 24 Days On Market

    D.R. Horton Kinnamon Meadows

    120 Parkland Rd, Greensboro, MD 21639
    • /4

      Not Listed For Sale

      0 Bridgetown Rd Unit MDCM2005246, Goldsboro, MD 21636

      0 Bridgetown Rd Unit MDCM2005246, Goldsboro, MD 21636

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /21

    $229,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    103 Riverwalk Terrace, Federalsburg, MD 21632

    Hurry before it’s gone! This is an opportunity to buy in the sold out community of Riverwalk Terrace. The owner stayed at the home a few times some of the appliances never used. Open floor plan 1365 square feet , 3 bedrooms and 2.5 baths easy living. Only 2 years young this unit feels like new, was never a rental barley lived in. also backs up to the woods the private side of the community.

    Kat Thompson Benson & Mangold, LLC.

    103 Riverwalk Terrace, Federalsburg, MD 21632
  • /2

    $348,000

    Sold Jun 03, 2026

    22650 Tanyard Rd, Preston, MD 21655

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1964

    Last Sold Summary

    • 7% Above List Price
    • $300/SF
    • 7 Days On Market

    Current Estimated Value $340,226

    Last Listing Agent Valerie Brown Coldwell Banker Realty

    22650 Tanyard Rd, Preston, MD 21655
    • /28

      Est $223,694

      Not Listed For Sale

      125 Riverwalk Terrace, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2024
      125 Riverwalk Terrace, Federalsburg, MD 21632

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

  • /47

    $495,000

    $15K PRICE DROP Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,231 Sq Ft

    14631 Fox Chase Cir, Ridgely, MD 21660

    Welcome home to your own private country paradise. Nestled on 2.43 peaceful acres, this beautifully renovated log cabin blends rustic charm with modern comfort. Designed to impress, the home features both a main-level primary suite and a spacious second-floor primary suite, offering exceptional flexibility for family or guests. Thoughtfully updated from top to bottom, you'll appreciate the

    Rick Parreco RE/MAX Executive

    14631 Fox Chase Cir, Ridgely, MD 21660
  • /50

    $410,000

    Sold Aug 25, 2026

    225 S 2nd St, Denton, MD 21629

    • 5 Beds
    • 2.5 Baths
    • 2,382 Sq Ft
    • Built 1906

    Last Sold Summary

    • 2% Below List Price
    • $172/SF
    • 47 Days On Market

    Current Estimated Value $413,820

    Last Listing Agent Barbara McCaffrey Redfin Corp

    225 S 2nd St, Denton, MD 21629
    • /27

      Est $217,249

      Not Listed For Sale

      119 Riverwalk Terrace, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2024
      119 Riverwalk Terrace, Federalsburg, MD 21632

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

  • /92

    $595,900

    $54K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,343 Sq Ft

    7737 Westerly Dr, Preston, MD 21655

    *Major Price Improvement***Thoughtfully Renovated & Move-In Ready**Welcome to a beautifully renovated home offering 3 bedrooms plus a flexible bonus space with potential for a 4th bedroom in the water front community of Two Johns. Extensively updated from top to bottom, this home offers a fresh, modern feel while maintaining a warm and inviting atmosphere.As you enter, you’ll

    Amy Endzel Keller Williams Select Realtors of Annapolis

    7737 Westerly Dr, Preston, MD 21655
  • 25999 Fox Grape Rd, Greensboro, MD 21639

    $379,000

    Sold Mar 20, 2026

    25999 Fox Grape Rd, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 1987

    Last Sold Summary

    • $211/SF
    • 70 Days On Market

    Current Estimated Value $383,026

    Last Listing Agent Amy Betts Coldwell Banker Realty

    25999 Fox Grape Rd, Greensboro, MD 21639
    • /27

      Est $212,761

      Not Listed For Sale

      113 Riverwalk Terrace, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2024
      113 Riverwalk Terrace, Federalsburg, MD 21632

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

  • /22

    $174,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    107 Smith St, Federalsburg, MD 21632

    Move-In Ready & Beautifully Remodeled!This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Enjoy a spacious living room, separate dining area, and a dedicated laundry room for added functionality.The kitchen is designed for both everyday living and entertaining, featuring dual bar seating areas with open views to the living and dining spaces. One

    Dawn Hubbard Mabry Real Estate LLC

    107 Smith St, Federalsburg, MD 21632
  • /18

    $330,000

    Sold Aug 19, 2026

    25865 Brookwood Rd, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 2,302 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $143/SF
    • 42 Days On Market

    Current Estimated Value $401,441

    Last Listing Agent Brian Petzold Benson & Mangold, LLC

    25865 Brookwood Rd, Greensboro, MD 21639
    • /14

      Not Listed For Sale

      12400 & 12316 Ridgely Rd, Greensboro, MD 21639

      • 3 Beds
      • 1 Bath
      • 1,896 Sq Ft
      • Built 1975
      12400 & 12316 Ridgely Rd, Greensboro, MD 21639

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent BRIAN MORRIS The Land Group

  • /11

    $329,900

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    1307 Chesapeake Dr, Denton, MD 21629

    Be sure to visit the open house Sept 5 from 11 to 2 pm! This great home is tucked in a cozy cul de sac just out side of town and boasts an open floor plan on the first floor. The kitchen is open and spacious with plenty of cabinetry and work space and complete with a breakfast bar. The laundry room is off the kitchen and leads to the one car garage. Upstairs you will a spacious primary suite with

    Marcia Rostien Long & Foster Real Estate, Inc.

    1307 Chesapeake Dr, Denton, MD 21629
  • /12

    $80,000

    Sold Jul 24, 2026

    103 Chambers St, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1900

    Last Sold Summary

    • 41% Below List Price
    • $54/SF
    • 210 Days On Market

    Last Listing Agent Pamela Geib Long & Foster Real Estate, Inc.

    103 Chambers St, Preston, MD 21655
    • /27

      Est $222,891

      Not Listed For Sale

      117 Riverwalk Terrace, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2024
      117 Riverwalk Terrace, Federalsburg, MD 21632

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

  • /39

    $349,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    4928 Edmondson Creek Rd, Preston, MD 21655

    Tucked away between Preston and Easton, this charming one-level ranch home offers comfortable living, inviting outdoor spaces and a peaceful setting on 1+/- acre. The spacious rear yard backs to a tidal stream that flows to Little Creek and the Choptank River. A welcoming front porch leads into the foyer, which opens to a dining room that could easily serve as a second living space. The spacious

    Kim Crouch Ozman Benson & Mangold, LLC

    4928 Edmondson Creek Rd, Preston, MD 21655
  • /46

    $348,000

    Sold Oct 14, 2025

    22490 Ash Blvd, Preston, MD 21655

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 2001

    Last Sold Summary

    • $188/SF
    • 22 Days On Market

    Last Listing Agent Kathryn Tennant Douglas Realty, LLC

    22490 Ash Blvd, Preston, MD 21655
    • /28

      Est $221,859

      Not Listed For Sale

      115 Riverwalk Terrace, Federalsburg, MD 21632

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2024
      115 Riverwalk Terrace, Federalsburg, MD 21632

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

  • /2

    $95,000

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    310 E Central Ave, Federalsburg, MD 21632

    Excellent investment opportunity! Over 1/4 acre lot. Home needs TLC. Partial owner financing available. Call for more info. This deal will not last long. Grab it while you have the chance!

    Raphael Szendro R&R Executive Realty

    310 E Central Ave, Federalsburg, MD 21632
  • /35

    $239,900

    Sold Mar 31, 2026

    515 Vaughn Ave, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $137/SF
    • 27 Days On Market

    Current Estimated Value $245,197

    Last Listing Agent Chad Muse KD Realty Inc

    515 Vaughn Ave, Greensboro, MD 21639
    • /8

      Not Listed For Sale

      0 Houston Branch Rd Unit MDCM2005056, Federalsburg, MD 21632

      0 Houston Branch Rd Unit MDCM2005056, Federalsburg, MD 21632

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Benjamin Alder The Land Group

  • /13

    $291,490

    New Construction Pending
    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    113 Hobbs St, Greensboro, MD 21639

    Discover 113 Hobbs Street, a new home under construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms, two bathrooms, and a two-car driveway.As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen.

    Justin Wood D.R. Horton Realty of Virginia, LLC

    113 Hobbs St, Greensboro, MD 21639
  • /29

    $261,000

    Sold Jan 13, 2026

    1105 Market St, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2021

    Last Sold Summary

    • $201/SF
    • 85 Days On Market

    Current Estimated Value $277,652

    Last Listing Agent Kathleen Brenton Brenton Realty Group

    1105 Market St, Denton, MD 21629
    • /40

      Est $338,493

      Not Listed For Sale

      21968 Main St, Hillsboro, MD 21641

      • 4 Beds
      • 2 Baths
      • 2,704 Sq Ft
      • Built 1900
      21968 Main St, Hillsboro, MD 21641

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Ross Hunsberger Coldwell Banker Realty

  • /29

    $299,000

    $40K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 2,017 Sq Ft

    211 Bloomingdale Ave, Federalsburg, MD 21632

    Back on the market, buyer didn't qualify for their loan. Welcome to 211 Bloomingdale Ave. This custom‑built Brick Williamsburg‑style colonial showcases true craftsmanship, featuring beautiful hardwood floors throughout, custom built‑ins, and detailed moldings. The spacious living room offers an inviting wood‑burning fireplace, while the large great room with its vaulted ceiling provides flexible

    Jana Meredith Meredith Fine Properties

    211 Bloomingdale Ave, Federalsburg, MD 21632
  • /48

    $350,000

    Sold Jan 14, 2026

    334 Deep Shore Rd, Denton, MD 21629

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • Built 1957

    Last Sold Summary

    • $213/SF
    • 15 Days On Market

    Current Estimated Value $345,058

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    334 Deep Shore Rd, Denton, MD 21629
    • /79

      Est $530,018

      Not Listed For Sale

      13056 Hog Lot Rd, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 2008
      13056 Hog Lot Rd, Ridgely, MD 21660

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Michele Williams Redfin Corp

  • /8

    $239,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    205 Park Ave, Federalsburg, MD 21632

    Framing has begun! Schedule your tour today!The photos provided in the MLS are for reference purposes only and are intended to reflect the style and quality of similar fixtures, finishes, and features. Actual materials, fixtures, finishes, and selections may vary based on builder availability and final specifications. **Get it under contract prior to completion**Welcome to 205 Park

    Erene Katris Coldwell Banker Realty

    205 Park Ave, Federalsburg, MD 21632
  • /23

    $287,000

    Sold Sep 04, 2026

    130 Charlotte Ave, Federalsburg, MD 21632

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft
    • Built 2006

    Last Sold Summary

    • $174/SF
    • 240 Days On Market

    Current Estimated Value $294,784

    Last Listing Agent FRANK LITTLE Berkshire Hathaway HomeServices PenFed Realty

    130 Charlotte Ave, Federalsburg, MD 21632
    • /30

      Est $355,173

      Not Listed For Sale

      15 Ridgeway Dr, Ridgely, MD 21660

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 2009
      15 Ridgeway Dr, Ridgely, MD 21660

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Jarnell Foster Samson Properties

  • /52

    $554,000

    • 4 Beds
    • 2.5 Baths
    • 2,253 Sq Ft

    22677 Camryns Way, Queen Anne, MD 21657

    Welcome to 22677 Camryn’s Way, where timeless Colonial charm, thoughtful updates, and a peaceful setting come together on more than one spacious, private acre. Built in 2010 and meticulously maintained, this four-bedroom, two-and-a-half-bath home is truly move-in ready. Beautifully refinished hardwood floors have been extended throughout the main level, stair treads, and upper landing, creating a

    Justin Pokrywka Taylor Properties

    22677 Camryns Way, Queen Anne, MD 21657
  • /39

    $365,000

    Sold Mar 27, 2026

    24029 Meadows Dr, Ridgely, MD 21660

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 1990

    Last Sold Summary

    • $204/SF
    • 67 Days On Market

    Current Estimated Value $370,364

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    24029 Meadows Dr, Ridgely, MD 21660
    • /24

      Not Listed For Sale

      123/123A/125 123A/12 N Main St, Federalsburg, MD 21632

      • Studio
      • 3,926 Sq Ft
      • Built 1895
      123/123A/125 123A/12 N Main St, Federalsburg, MD 21632

      Last Sold Summary

      • 125 Days On Market

      Last Listing Agent Barton Johnson/not int Marshy Hope Realty LLC

  • /30

    $269,000

    $11K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    504 Sunset Blvd, Ridgely, MD 21660

    ***Back to Active due to no fault of the Sellers. They have found the home of their choice bring us an offer!! *** This delightful 3-bedroom rancher offers a perfect blend of comfort and community. Built in 1940, this home exudes character with its sturdy block construction and inviting layout. The cozy 864 sq. ft. interior is complemented by essential appliances, including a refrigerator, stove,

    Cheryl Knotts Chesapeake Real Estate Associates, LLC

    504 Sunset Blvd, Ridgely, MD 21660
  • /61

    $330,000

    Sold Jun 23, 2026

    411 Mallard Dr, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Above List Price
    • $179/SF
    • 24 Days On Market

    Current Estimated Value $326,751

    Last Listing Agent Vincent Payne Realty Navigator

    411 Mallard Dr, Greensboro, MD 21639
    • /7

      Not Listed For Sale

      0 Burnt Mill Rd Unit MDCM2004842, Ridgely, MD 21660

      0 Burnt Mill Rd Unit MDCM2004842, Ridgely, MD 21660

      Last Sold Summary

      • 124 Days On Market

      Last Listing Agent Stephan Strothe Washington Fine Properties, LLC

Showing Results 121 - 160, Page 4 of 18

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